Methanol → Furan-2-acetic acid

HRID 1903317Notes

Reaction equation

HRID 1903317 reaction equation
[CH3:1][OH:2].[OH-:3].[Na+].Cl[CH2:6][C:7]1[O:8][CH:9]=[CH:10][CH:11]=1>O>[O:8]1[CH:9]=[CH:10][CH:11]=[C:7]1[CH2:6][C:1]([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 2195202-(Chloromethyl)furan

Product 1

HCID 75974Furan-2-acetic acidYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 ml of CH3OH, 7 g of AMBERLYST A 26 type (III) and 0.75 g of NaCo(CO)4 were introduced into the equipment of Example 1. It was left under stirring for 15 minutes whereupon 10 ml of H2O were added. Successively, maintaining the pH at a value of from 10.5 to 11 with a NaOH solution at 30%, 9 g of 2-chloromethylfuran were dropped in 2 hours at a temperature of 25°-30° C. At the end of the reaction, it was filtered from the resin and by operating as described in Example 1, 5.6 g of 2-furanacetic acid were isolated (yield=57% referred to the starting product).

Workup

  1. waitIt was left
  2. additionwere added
  3. additionwere dropped in 2 hours at a temperature of 25°-30° C
  4. customAt the end of the reaction, it
  5. filtrationwas filtered from the resin

Sources & evidence

ORD record
ord-56f709ef40d94b13b9328dcdd75467b1
Source dataset
uspto-grants-1984_03
Patent number
US04435575

Reaction notes

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